1.0 2010-04-08 22:07:18 UTC 2019-11-26 03:01:18 UTC FDB006785 Friedelin Friedelin is a member of the class of compounds known as triterpenoids. Triterpenoids are terpene molecules containing six isoprene units. Friedelin is practically insoluble (in water) and an extremely weak basic (essentially neutral) compound (based on its pKa). Friedelin can be found in a number of food items such as pomegranate, sugar apple, apple, and mammee apple, which makes friedelin a potential biomarker for the consumption of these food products. Friedelin is a triterpenoid chemical compound found in Azima tetracantha, Orostachys japonica, and Quercus stenophylla. Friedelin is also found in the roots of the Cannabis plant . (-)-friedelin D:A-Friedooleanan-3-one D:A-Friedooleanan-3-one (VAN) Friedelan-3-one Friedelin Friedeline Friedlein C30H50O 426.7174 426.386166222 (4R,4aS,6aS,6bR,8aR,12aR,12bS,14aS)-4,4a,6b,8a,11,11,12b,14a-octamethyl-docosahydropicen-3-one (4R,4aS,6aS,6bR,8aR,12aR,12bS,14aS)-4,4a,6b,8a,11,11,12b,14a-octamethyl-tetradecahydro-1H-picen-3-one 559-74-0 CC1C(=O)CCC2C1(C)CCC1C2(C)CCC2(C)C3CC(C)(C)CCC3(C)CCC12C InChI=1S/C30H50O/c1-20-21(31)9-10-22-27(20,5)12-11-23-28(22,6)16-18-30(8)24-19-25(2,3)13-14-26(24,4)15-17-29(23,30)7/h20,22-24H,9-19H2,1-8H3 OFMXGFHWLZPCFL-UHFFFAOYSA-N belongs to the class of organic compounds known as taraxerane, multiflorane, glutinane and friedelane triterpenoids. These are triterpenoids with a structure based either on the taraxerane, the multiflorane, the glutinane, or the friedelane skeleton. These compounds arise upon rearrangement of the oleanane skeleton. Taraxerane, multiflorane, glutinane and friedelane triterpenoids Organic compounds Lipids and lipid-like molecules Prenol lipids Triterpenoids melting_point 263 oC logp 8.12 ChemAxon pka_strongest_basic -7.4 ChemAxon iupac (4R,4aS,6aS,6bR,8aR,12aR,12bS,14aS)-4,4a,6b,8a,11,11,12b,14a-octamethyl-docosahydropicen-3-one ChemAxon average_mass 426.7174 ChemAxon mono_mass 426.386166222 ChemAxon smiles CC1C(=O)CCC2C1(C)CCC1C2(C)CCC2(C)C3CC(C)(C)CCC3(C)CCC12C ChemAxon formula C30H50O ChemAxon inchi InChI=1S/C30H50O/c1-20-21(31)9-10-22-27(20,5)12-11-23-28(22,6)16-18-30(8)24-19-25(2,3)13-14-26(24,4)15-17-29(23,30)7/h20,22-24H,9-19H2,1-8H3 ChemAxon inchikey OFMXGFHWLZPCFL-UHFFFAOYSA-N ChemAxon polar_surface_area 17.07 ChemAxon refractivity 130.21 ChemAxon polarizability 53.91 ChemAxon rotatable_bond_count 0 ChemAxon acceptor_count 1 ChemAxon donor_count 0 ChemAxon physiological_charge 0 ChemAxon formal_charge 0 ChemAxon Apple Type 1 specific Malus pumila 283210 Chicory Type 1 specific Cichorium intybus 13427 Corn Type 1 specific Zea mays 4577 Mammee apple Type 1 specific Mammea americana 198777 Pear Type 1 specific Pyrus communis 23211 Pomegranate Type 1 specific Punica granatum 22663 Sugar apple Type 1 specific Annona squamosa 301693 Anti-inflammatory 370 A substance that reduces or suppresses inflammation. Diuretic 883 An agent that promotes the excretion of urine through its effects on kidney function.